South Portland

Day Trips

Start your day with a visit to the South Portland Historical Society, where you can learn about the rich maritime history of the area. Stroll through the charming streets of the historic district, admiring the beautiful architecture of the early 20th century homes. Don’t miss the chance to snap photos at Bug Light Park, offering stunning views of the Portland skyline.

After lunch at a local café, head to the Maine Military Museum to discover the stories of veterans and military history in the region. Follow this with a leisurely walk along the waterfront, taking in the sights of boats and the beautiful Casco Bay. If you're feeling adventurous, rent a bike and explore the scenic Greenbelt Walkway that runs along the shore.

As the sun sets, enjoy dinner at a seafood restaurant, indulging in fresh catches from the Atlantic. After your meal, take a relaxing stroll at the nearby Willard Beach, where you can enjoy the sound of the waves and the beautiful twilight sky. Cap off the night with a visit to a local pub for a taste of Maine craft beer.

Begin your day with a hearty breakfast at a beachfront café before heading to Willard Beach for some sun and sand. Spend your morning swimming, sunbathing, or building sandcastles, enjoying the warm coastal breeze. If you're feeling adventurous, rent a paddleboard or kayak to explore the calm waters of Casco Bay.

In the afternoon, continue your water sports adventure by joining a guided sailing tour around the bay, where you can learn the basics of sailing and spot local wildlife. Alternatively, relax on the beach or enjoy a picnic lunch with local delicacies while soaking up the sun. If you're up for it, engage in some beach volleyball or frisbee with new friends.

After a fun-filled day at the beach, head to one of the nearby seafood shacks for a casual dinner featuring lobster rolls and clam chowder. As the evening approaches, take a scenic walk along the shore, watching the sunset paint the sky in vibrant colors. Finish your day with ice cream from a local parlor, enjoying the sweet treat while listening to the soothing sounds of the ocean.

Begin your exploration of nature with a visit to the Greenbelt Walkway, where you can enjoy a peaceful morning hike through beautiful landscapes. The trail winds through wooded areas and offers stunning views of the waterfront, making it a perfect spot for birdwatching. Stop by the scenic Mill Creek Park, where you can relax by the pond and enjoy the fresh air.

After a morning of hiking, grab a picnic lunch from a local deli and head to the nearby Cape Elizabeth, where you can eat at Fort Williams Park. Explore the historic lighthouse and the surrounding rocky coastline, capturing breathtaking photos of the iconic Portland Head Light. Spend the afternoon walking along the coastal trails, taking in the natural beauty and perhaps spotting some seals in the water.

As the day winds down, return to South Portland for dinner at a cozy bistro with a view of the harbor. Enjoy local dishes made with fresh ingredients while reminiscing about your day’s adventures. After dinner, take a leisurely stroll along the waterfront to watch the stars twinkle above the calm waters of Casco Bay.

Kick off your culinary journey with a visit to the South Portland Farmers Market, where you can sample local produce, baked goods, and artisanal products. Enjoy a breakfast treat from one of the vendors, paired with freshly brewed coffee from a local roaster. Spend some time chatting with local farmers and artisans, learning about their crafts and offerings.

After exploring the market, take a cooking class at a local culinary school, where you can learn to prepare traditional Maine dishes using fresh, local ingredients. Enjoy your self-prepared lunch and soak in the knowledge of the chefs leading the class. Post-lunch, visit a local brewery for a tour and tasting session, sampling a variety of craft beers made right in South Portland.

As night falls, indulge in a multi-course dinner at a renowned restaurant, known for its innovative take on New England cuisine. Pair your meal with a carefully selected wine from their extensive list, enhancing your dining experience. Conclude the evening with a dessert tasting at a nearby bakery, where you can savor sweet treats made with local flavors.

Start your day with a visit to the South Portland Arts Center, where you can explore local art exhibits and perhaps catch a workshop or demonstration. Engage with local artists and learn about their creative processes while appreciating the vibrant art scene. Stroll through the nearby parks, taking in the public art installations that decorate the landscape.

After lunch at a nearby café, head to the Portland Museum of Art, just a short drive away, to immerse yourself in a world of classic and contemporary art. Spend the afternoon wandering through the galleries, appreciating both local and international works. Consider joining a guided tour to gain deeper insights into the exhibits and the artists behind them.

As the sun sets, return to South Portland for an evening of live music at a local venue, where you can enjoy performances by talented musicians. Savor dinner at a restaurant with a lively atmosphere, featuring local culinary delights. Wrap up your cultural experience with a nightcap at a trendy bar, where you can reflect on the art and music that enriched your day.

Begin your day with an early morning visit to the Scarborough Marsh Audubon Center, where you can spot a variety of bird species and learn about local wildlife. Take a guided birdwatching tour to enhance your experience and capture stunning photographs of the diverse avian life. Enjoy the beautiful scenery as you walk along the marsh trails.

After your morning adventure, enjoy lunch at a nearby café specializing in fresh, local fare. Spend your afternoon exploring the nearby Rachel Carson National Wildlife Refuge, where you can hike through trails that wind through diverse habitats. Look for wildlife, including deer, foxes, and various bird species, as you take in the tranquility of nature.

As evening approaches, return to South Portland for a relaxing dinner at a waterfront restaurant, where you can enjoy views of the setting sun over the bay. Savor seasonal dishes crafted from local ingredients as you share stories of your wildlife experiences. Conclude your day with a peaceful walk along the shore, listening to the sounds of nature as night falls.

Start your shopping day with a visit to the Maine Mall, where you can explore a variety of shops and boutiques. Enjoy breakfast at one of the mall's cozy cafés before diving into retail therapy, finding unique clothing, accessories, and gifts. Don’t forget to check out local artisan shops for handmade goods that reflect the culture of the area.

After a morning of shopping, head to the Arts District to explore local galleries and independent shops, each offering something unique. Enjoy lunch at a trendy bistro nearby, taking in the vibrant atmosphere of the neighborhood. Spend the afternoon visiting local craft stores and galleries, where you can meet artists and possibly purchase a one-of-a-kind piece.

As the day winds down, treat yourself to dinner at a stylish restaurant known for its farm-to-table approach. After dinner, take a leisurely stroll down Congress Street, stopping by local boutiques and shops that stay open late. End the evening with dessert at a charming café, where you can indulge in sweet treats while reflecting on your shopping finds.

Spend your morning at Fort Williams Park, a stunning coastal park that features the iconic Portland Head Light. Begin with a light breakfast at a picnic table overlooking the ocean, enjoying the view before exploring the park's historical sites. Take a leisurely walk around the grounds, visiting the fort ruins and taking in the breathtaking coastal scenery.

After your morning exploration, enjoy a picnic lunch at one of the park's designated areas, surrounded by lush greenery and ocean views. Spend your afternoon hiking along the coastal trails, where you can enjoy the fresh sea breeze and the sound of waves crashing against the rocks. Don't forget to bring your camera to capture the stunning vistas along the way.

As the sun sets, return to South Portland for a delightful dinner at a local seafood restaurant, indulging in fresh catches of the day. Enjoy the lively atmosphere and the sounds of the ocean as you savor your meal. Finish up your day with an evening stroll along the beach, feeling the soft sand beneath your feet and watching the stars twinkle in the night sky.

Begin your day with a leisurely breakfast at a café known for its organic and locally-sourced ingredients. Afterward, treat yourself to a spa day at a local wellness center, where you can indulge in a variety of treatments designed to rejuvenate your body and mind. Enjoy a calming massage, followed by a refreshing facial to start your day off right.

Post-spa, enjoy a light lunch at a nearby health-focused eatery, where you can savor fresh salads and smoothies packed with nutrients. Spend the afternoon unwinding at a local park, perhaps reading a book or taking a peaceful walk along the paths. Engage in some gentle yoga or meditation to fully embrace the relaxation theme of the day.

As evening approaches, indulge in a delightful dinner at a serene restaurant that focuses on health-conscious cuisine. Reflect on your day of relaxation and self-care as you enjoy a meal prepared with fresh, seasonal ingredients. Conclude your day with a calming herbal tea at a local tea house, allowing the tranquility of the day to settle in before heading back to your accommodations.